Quantum chemical models of alkali metal hydroxide-water-dimethylsulfoxide superbasic media (MOH-H2O-DMSO, M = Li, Na, K)

Frolov, Yu. L.; Guchik, I. V.; Шагун, В. А.; Vashchenko, Alexander V.

doi:10.1007/s10947-006-0231-x

Cited by 5 publications

(2 citation statements)

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“…52 Acetylene chemistry in dimethyl sulfoxide (DMSO) under basic and super-basic conditions is a valuable and indispensable tool of modern organic chemistry. 46,[53][54][55][56] Greater potential of practically valuable synthesis with CaC 2 can be realized through understanding the unique performance of DMSO solutions.…”

Section: Introductionmentioning

confidence: 99%

Understanding the solubilization of Ca acetylide with a new computational model for ionic pairs

2020

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Section: Introductionmentioning

confidence: 99%

Understanding the solubilization of Ca acetylide with a new computational model for ionic pairs

2020

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“…Intriguingly, we found that the reaction outcome strongly depended on the use of a pre-prepared solution of lithium tert-butoxide in N,N-dimethylformamide. Lithium cations have a well-known tendency to associate with chelating or chiral diamines, as well as organic solvents (DMF, DMSO), 8 and such donor-acceptor systems are of interest in modern organic chemistry. For example, the successful use of alkali metal hydroxide-dimethyl sulfoxide, 9 together with other super bases, 10 has been reported.…”

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Direct Arylation of Pyrrole Derivatives in Superbasic Media

Vakuliuk¹,

Koszarna²,

Gryko³

2011

Synthesis

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Transition Metal‐Free Direct CH (Hetero)arylation of Heteroarenes: A Sustainable Methodology to Access (Hetero)aryl‐Substituted Heteroarenes

et al. 2015

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In recent years, environmental and economic reasons have motivated the development of transition metalfree carbon-carbon bond forming reactions and some excellent reviews have covered this research area of particular interest for pharmaceutical industry. However, none of these reviews has been specifically dedicated to summarize and discuss the results achieved in the rapidly growing field of the transition metal-free direct (hetero)arylation reactions of heteroarenes. This review, which covers the literature from 2008 to 2014, aims to provide a thorough insight of the synthetic and mechanistic aspects of these atom economical and environmental benign reactions also highlighting their advantages and possible disadvantages compared to conventional methods for the synthesis of arylheteroarenes and biheteroaryls via transition metal-catalyzed reactions. 1. Introduction 2. Direct (Hetero)arylation of Heteroarenes with (Hetero)aryl Halides or Pseudohalides 3. Direct (Hetero)arylation of Heteroarenes with (Hetero)aryl Iodonium Salts 4. Direct Arylation of Heteroarenes with Anilines Nitrosated in situ or Arylhydrazines 5. Direct Arylation of Benzothiazoles with Aryl Aldehydes 6. Direct (Hetero)arylation of Heteroarenes with (Hetero)arylmetals 7. Conclusions

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Quantum chemical models of alkali metal hydroxide-water-dimethylsulfoxide superbasic media (MOH-H2O-DMSO, M = Li, Na, K)

Cited by 5 publications

References 5 publications

Understanding the solubilization of Ca acetylide with a new computational model for ionic pairs

Understanding the solubilization of Ca acetylide with a new computational model for ionic pairs

Direct Arylation of Pyrrole Derivatives in Superbasic Media

Transition Metal‐Free Direct CH (Hetero)arylation of Heteroarenes: A Sustainable Methodology to Access (Hetero)aryl‐Substituted Heteroarenes

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